107836-75-9

Basic information

• Product Name: 4,6-dichloronicotinoyl chloride
• Synonyms: 4,6-dichloronicotinoyl chloride
• CAS NO: 107836-75-9
• Molecular Formula: C₆H₂Cl₃NO
• Molecular Weight: 210.44518
• Mol File: 107836-75-9.mol
• Article Data: 16

Chemical Properties

• Boiling Point: 271.8±35.0 °C(Predicted)
• Appearance: /
• Density: 1.582±0.06 g/cm3(Predicted)
• PKA: -1.76±0.10(Predicted)
• CAS DataBase Reference: 4,6-dichloronicotinoyl chloride(CAS DataBase Reference)
• NIST Chemistry Reference: 4,6-dichloronicotinoyl chloride(107836-75-9)
• EPA Substance Registry System: 4,6-dichloronicotinoyl chloride(107836-75-9)

Safety Data

• Hazardous Substances Data: 107836-75-9(Hazardous Substances Data)

Usage

General Description

4,6-dichloronicotinoyl chloride, also known as 4,6-DiClNicCl, is a chemical compound that is commonly used as an intermediate in the synthesis of pharmaceutical and agricultural products. It is an acyl chloride derivative of 4,6-dichloronicotinic acid, and its molecular formula is C6H2Cl4NO2. It is a white to light yellow solid that is highly reactive and can be hazardous if not handled properly. 4,6-dichloronicotinoyl chloride is often used in the production of insecticides, herbicides, and other agrochemicals, as well as in the synthesis of pharmaceutical drugs. It is important to handle 4,6-dichloronicotinoyl chloride with care and to use proper safety precautions when working with this chemical.

Upstream product

• 73027-79-9 4,6-dichloro-nicotinic acid 
• 40296-46-6 ethyl 4,6-dichloronicotinate 
• 6975-44-6 4,6-dihydroxynicotinic acid ethyl ester 
• 105-50-0 diethyl 1,3-acetonedicarboxylate 
• 65973-52-6 methyl 4,6-dichloropyridine-3-carboxylate 

Downstream Products

• 862170-53-4 (2,6-dichloro-3-pyridinyl)[4-(methyloxy)phenyl]methanone 
• 887573-44-6 1-(4,6-dichloropyridin-3-yl)ethan-1-one 
• 1417792-29-0 C₁₅H₁₅NO₂ 
• 29051-45-4 4-methyl-6-phenyl-nicotinic acid 
• 40296-46-6 ethyl 4,6-dichloronicotinate 
• 1092063-12-1 6-chloro-3-methyl-1-p-tolyl-1H-pyrazolo[4,3-c]pyridine 
• 1092062-74-2 6-chloro-3-methyl-1H-pyrazolo[4,3-c]pyridine 
• 1001084-23-6 C₂₁H₁₇ClN₂O₃ 
• 70593-57-6 4,6-dichloro-nicotinamide 

Relevant articles and documents

Novel approach towards 3,7-disubstituted 1,6-naphthyridin-4(1H)-ones exploiting cross-coupling and SNAr reactions of a dihalogenated compound

A new route towards the synthesis of a series of 3,7-disubstituted 1,6-naphthyridin-4(1H)-ones in moderate to good yields is reported. The strategy involves the preparation of a 3,7-dihalogenated compound that undergoes differential functionalization using palladium-catalyzed cross-coupling and SNAr reactions.

Structure-activity relationships of agonists for the orphan G protein-coupled receptor GPR27

GPR27 belongs, with GPR85 and GPR173, to a small subfamily of three receptors called “Super-Conserved Receptors Expressed in the Brain” (SREB). It has been postulated to participate in key physiological processes such as neuronal plasticity, energy metabolism, and pancreatic β-cell insulin secretion and regulation. Recently, we reported the first selective GPR27 agonist, 2,4-dichloro-N-(4-(N-phenylsulfamoyl)phenyl)benzamide (I, pEC50 6.34, Emax 100%). Here, we describe the synthesis and structure-activity relationships of a series of new derivatives and analogs of I. All products were evaluated for their ability to activate GPR27 in an arrestin recruitment assay. As a result, agonists were identified with a broad range of efficacies including partial and full agonists, showing higher efficacies than the lead compound I. The most potent agonist was 4-chloro-2,5-difluoro-N-(4-(N-phenylsulfamoyl)phenyl)benzamide (7y, pEC50 6.85, Emax 37%), and the agonists with higher efficacies were 4-chloro-2-methyl-N-(4-(N-phenylsulfamoyl)phenyl)benzamide (7p, pEC50 6.04, Emax 123%), and 2-bromo-4-chloro-N-(4-(N-phenylsulfamoyl)phenyl)benzamide (7r, pEC50 5.99, Emax 123%). Docking studies predicted the putative binding site and interactions of agonist 7p with GPR27. Selected potent agonists were found to be soluble and devoid of cellular toxicity within the range of their pharmacological activity. Therefore, they represent important new tools to further characterize the (patho)physiological roles of GPR27.

NEXT-GENERATION MODULATORS OF STIMULATOR OF INTERFERON GENES (STING)

The present invention relates to compounds of formula (I) and salts, stereoisomers, tautomers or N-oxides thereof that are useful as modulators of STING (Stimulator of Interferon Genes). The present invention further relates to the compounds of formula (I) for use as a medicament and to a pharmaceutical composition comprising said compounds.